(19)
(11) EP 1 175 217 B8

(12) CORRECTED EUROPEAN PATENT SPECIFICATION
Note: Bibliography reflects the latest situation

(15) Correction information:
Corrected version no 1 (W1 B1)

(48) Corrigendum issued on:
18.03.2009 Bulletin 2009/12

(45) Mention of the grant of the patent:
03.12.2008 Bulletin 2008/49

(21) Application number: 00939047.7

(22) Date of filing: 08.05.2000
(51) International Patent Classification (IPC): 
A61K 31/4745(2006.01)
A61P 31/06(2006.01)
 A61P 31/04(2006.01)
C07D 455/04(2006.01)
(86) International application number:
PCT/IN2000/000054
(87) International publication number:
WO 2000/068229 (16.11.2000 Gazette 2000/46)

(54)

(S)-BENZOQUINOLIZINE CARBOXYLIC ACIDS AND THEIR USE AS ANTIBACTERIAL AGENTS

(S)-BENZOCHINOLIZINCARBONSÄUREN UND IHRE VERWENDUNG ALS ANTIBAKTERIELLE MITTEL

ACIDES CARBOXYLIQUES DE BENZOQUINOLIZINE ANTIBACTERIENS OPTIQUEMENT PURS, PROCEDES, COMPOSITIONS ET PROCEDES DE TRAITEMENT

(84) Designated Contracting States:
AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

(30) Priority: 07.05.1999 WO PCT/IN99/00016
14.12.1999 US 170676 P

(43) Date of publication of application:
30.01.2002 Bulletin 2002/05

(60) Divisional application:
08011257.6 / 2030620

(73) Proprietor: Wockhardt Limited
Mumbai 400 051 (IN)

(72) Inventors:
  • PATEL, M.V. Wockhardt Research Center,
    Aurangabad 431 210 (IN)
  • GUPTE, S.V. Wockhardt Research Center,
    Aurangabad 431 210 (IN)
  • CHUGH, Y. Wockhardt Research Center
    Aurangabad 431 210 (IN)
  • SAOJI, D.G. Wockhardt Research Center,
    Aurangabad 431 210 (IN)
  • AGARWAL, S.K. Wockhardt Research Center
    Aurangabad 431 210 (IN)
  • DE SOUZA, N.J. Wockhardt Research Center,
    Aurangabad 431 210 (IN)
  • KHORAKIWALA, H.F., Wockhardt Research Center
    Aurangabad 431 210 (IN)

(74) Representative: May, Mark Andrew et al
Kuhnen & Wacker, Patent-und Rechtsanwaltsbüro Prinz-Ludwig-Strasse 40A
85354 Freising
85354 Freising (DE)


(56) References cited: : 
   
  • DATABASE WPI Week 198838 Derwent Publications Ltd., London, GB; AN 1988-266538 XP002131774 & JP 63 192753 A (OTSUKA PHARM CO LTD), 10 August 1988 (1988-08-10) cited in the application
  • DATABASE WPI Week 199404 Derwent Publications Ltd., London, GB; AN 1994-031789 XP002131775 & JP 05 339238 A (OTSUKA PHARM CO LTD), 10 June 1992 (1992-06-10)
  • HASHIMOTO, K. ET AL: "A practical synthesis of (S)-(-)-nadifloxacin: Novel acid-catalyzed racemization of tetrahydroquinaldine derivative" CHEM. PHARM. BULL., vol. 44, no. 4, 1996, pages 642-645, XP000877125 cited in the application
  • TAKAHASHI, N. ET AL: "Reduction of in vitro clastogenicity induced by the mixture of optical isomers of nadifloxacin during storage" ARZNEIMITTEL-FORSCHUNG, vol. 45, no. 2, 1995, pages 195-197, XP000877120
  • MORITA, S. ET AL: "An efficient synthesis of a key intermediate towards (S)-(-)-nadifloxacin" TETRAHEDRON ASYMMETRY, vol. 6 , no. 1, 1995, pages 245-254, XP004048518
  • KIDO, M. ET AL: "Crystal structures of nadifloxacin anhydride and its hemihydrate" CHEM. PHARM. BULL., vol. 42, no. 4, 1994, pages 872-876, XP000960588 cited in the application
  • MORITA, S. ET AL: "Synthesis and antibacterial activity of the metabolites of 9-fluoro-6,7-dihydro-8(4-hydroxy-1-piperid yl)-5-methyl-1-oxo-1H,5H-benzo(i,j)quinoli zine-2-carboxylic acid (OPC-7251)" CHEM. PHARM. BULL., vol. 38, no. 7, 1990, pages 2027-2029, XP000877122
  • ISHIKAWA, H. ET AL: "Studies on antibacterial agents. I. Synthesis of substituted 6,7-dihydro-1-oxo-1H,5H-benzo(i,j)-quinoli zine-2-carboxylic acids" CHEM. PHARM. BULL., vol. 37, no. 8, 1989, pages 2103-2108, XP000877246
  • NISHIJIMA, S. ET AL: "Activiy of eight fluoroquinolones against both methicillin-susceptible and -resistant Staphylococcus aureus isolated from skin infections" THE JOURNAL OF DERMATOLOGY, vol. 22, no. 2, 1995, pages 153-155, XP000884341
  • NISHIJIMA, S. ET AL: "Sensitivity of Staphylococcus aureus, isolated from skin infections in 1994, to 19 antimicrobial agents" THE JOURNAL OF INTERNATIOAL MEDICAL RESEARCH, vol. 23, no. 5, 1995, pages 328-334, XP000884323
  • NISHIJIMA, S. ET AL: "Activity of nadifloxacin against methicilllin resistant Staphylococcus aureus isolated from skin infections: Comparative study with seven other fluoroquinolones" THE JOURNAL OF INTERNATIONAL MEDICAL RESEARCH, vol. 24, no. 1, 1996, pages 12-16, XP000884325
  • DATABASE WPI Week 198327 Derwent Publications Ltd., London, GB; AN 1983-702951 XP002131776 & JP 58 090511 A (OTSUKA PHARM CO LTD), 30 May 1983 (1983-05-30)
 
Remarks:
The file contains technical information submitted after the application was filed and not included in this specification
 
Note: Within nine months from the publication of the mention of the grant of the European patent, any person may give notice to the European Patent Office of opposition to the European patent granted. Notice of opposition shall be filed in a written reasoned statement. It shall not be deemed to have been filed until the opposition fee has been paid. (Art. 99(1) European Patent Convention).